Although I've done a lot on planning online, there is no way i can plan these hikes in the necessary detail without getting the actual trail maps out, and reading guides (you can see the crate full of books on the left.)
I'll start with the guidebooks, reading the background info on the area (geology, climate, landforms, etc.) Hopefully, the book is broken into sections with a general description of each; you can glean this information from scanning the trail descriptions, but that can be time consuming.
At this point, I'll also look up any sites/trails that were recommended to me, or that i found in Backpacker. After bringing all of this together, I usually have a pretty good idea of where I'll be hiking, at least geographically. This is still before planning the exact itinerary for this hike; which is the most precise, time consuming and (for me) the most fun part of the planning.
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